Those Skylar pics definitely prove he's a dude. All the opposite to his instagram where all the filters help to trick the eye.
The admiration Jeanette gave him during the episode he was in will always be so saddening to watch in context. You can tell that's the kid Jeanette wanted to have: skin, white, blonde. I am very sure that she thinks that's the kid she deserves, one that looks more like her in her mind. She even admires his blond hair and says he should model. All while Jazz is listening next to them and hurriedly invites him to get a burger that he devours. When Jazz says he's jealous of him, I think he not mean just the surgery, he also expected that after the surgery, he would look like him. Instead, he's become a blob.